Holiday Festivities Ignite Community Spirit in Kendall County

As the holiday season unfolds, towns within **Kendall County**, including **Oswego**, **Yorkville**, **Plano**, and **Sandwich**, are embracing festive traditions with a series of events aimed at celebrating community spirit. The calendar for December 2025 is packed with activities such as holiday walks, tree lightings, parades, and market events, offering residents and visitors alike a chance to engage in time-honored customs.

Key Events to Celebrate the Season

**Main Street Merchants** in Oswego will host a **Christmas Open House** on **December 6** from **10 a.m. to 6 p.m.** Located at **218 Mitchell Drive**, this collective boutique features **34 local businesses** and includes **10 popup vendors** throughout the month. Attendees can enjoy refreshments and gourmet food tastings while shopping in the festive atmosphere of this **1,500 square foot** venue. A special raffle will also take place, allowing customers the chance to win their entire purchase for free.

On the same day, the **Kris Kringle Mingle Market** will occur at **Emily G. Johns School** from **11 a.m. to 3 p.m.** This event supports local artisans, offering festive treats, crafts, and gifts. Families can look forward to a visit from Santa and a photo opportunity with the Grinch.

**Plano** will kick off its holiday celebrations with the **Lighted Vehicle Parade** on **December 5**, where participants can decorate their vehicles and spread holiday cheer. The event begins at **6:30 p.m.**, following a line-up at **5:45 p.m.** at **Plano High School**. The evening will also feature the **Ross Greiter Spirit Award**, honoring individuals who embody the spirit of Christmas throughout the year. Attendees can enjoy free cookies and hot cocoa at the depot, with food available for purchase.

Community Engagement and Festivities

The **Oswego Christmas Walk** is set for **December 5**, from **4:30 p.m. to 8:30 p.m.**, in downtown Oswego. This event will showcase local choirs, live ice sculpting, and interactive games for children. Families are invited to bring their wish lists to meet Santa and his reindeer. The day will also feature the annual tree lighting and an emergency vehicle light parade, with decorated trucks and cars participating.

Another highlight, the **Oswego Christmas Cookie Walk**, will take place on **December 6** from **10 a.m. to 2 p.m.** Participants can pre-purchase a special cookie tin and enjoy sweet treats from local businesses while strolling through downtown.

The **Jingle Bell Jog** is scheduled for **December 13** at **9 a.m.**, starting from Old Traughber to the Oswego Chamber Office. Runners are encouraged to wear festive attire, including Santa hats and jingle bells, as they partake in this fun and relaxed event.

In **Sandwich**, families can visit **Veteran’s Park** on **December 6** from **4 p.m. to 7 p.m.** for the **A Merry Little Sandwich Christmas**. This gathering will include cookie decorating, crafts for children, a tree lighting, and food trucks to enhance the festive atmosphere.

The **Old-Fashioned Christmas Celebration** at **Yorkville Chapel on the Green** will occur on **December 13** from **10 a.m. to 6 p.m.** Visitors can enjoy a range of holiday activities, including performances by the Yorkville High School madrigal singers and the Children’s Community Choir. Attendees are encouraged to bring canned goods or gloves for donation to the Kendall County Food Pantry.

Finally, the **Deck the Trees Holiday Walk** will launch in **Yorkville** throughout December and into the New Year. This new tradition invites the community to stroll through **Town Square Park**, featuring a dazzling display of over **30 beautifully decorated holiday trees** created by local organizations, businesses, and families.

With a variety of events designed to foster community engagement and celebrate the season, **Kendall County** is poised to offer a heartwarming holiday experience for all. Each event not only emphasizes local traditions but also provides opportunities for residents to support local businesses and connect with one another during this festive time of year.